INVESTIGATIONS OF 2,3′-BIQUINOLYL. 8. REDUCTION OF 1-ALKYL-3-(2-QUINOLYL)QUINOLINIUM HALIDES WITH SODIUM BOROHYDRIDE

Abstract

Reduction of 1-alkyl-3-(2-quinolyl)quinolinium halides with sodium borohydride leads to 1′-alkyl-1′,2′-dihydro-2,3′-biquinolyls which, except for the ethoxycarbonyl derivative, undergo rearrangement to 1′-alkyl-1′,4′-dihydro-2,3′-biquinolyls. The last can be synthesized by the alkylation of the corresponding 1′,4′-dihydro-2,3′-biquinolyls under conditions of interphase catalysis and in the system KOH-DMSO.

Authors: A. V. Aksenov, D. V. Moiseev, I. V. Borovlev, and O. N. Nadein.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (8), pp 948-951

http://link.springer.com/article/10.1007/BF02256979